5,6-bis(4-sulfonatophenyl)-3-(2-pyridyl)-1,2,4-triazine(2-) | 98991-45-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,6-bis(4-sulfonatophenyl)-3-(2-pyridyl)-1,2,4-triazine(2-)
• 英文别名: Ferrozine；Ferrozine(2-)；4-[3-pyridin-2-yl-6-(4-sulfonatophenyl)-1,2,4-triazin-5-yl]benzenesulfonate
• CAS: 98991-45-8
• 化学式: C₂₀H₁₂N₄O₆S₂
• 分子量: 468.47
• InChiKey: JFVUMQYWYNDZDK-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  183
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5,6-bis(4-sulfonatophenyl)-3-(2-pyridyl)-1,2,4-triazine(2-) 在 calcium chloride 作用下， 以 水 为溶剂， 生成 Fe(ferrozine)3(4-)
  参考文献：
  名称：

  Influence of the Environment on the [4Fe−4S]²⁺ to [2Fe−2S]²⁺ Cluster Switch in the Transcriptional Regulator FNR

  摘要：

  In Escherichia coli, the switch between aerobic and anaerobic metabolism is primarily controlled by the fumarate and nitrate reduction transcriptional regulator FNR. In the absence of O-2, FNR binds a [4Fe-4S](2+) cluster, generating a transcriptionally active dimeric form. Exposure to O-2 results in the conversion of the cluster to a [2Fe-2 S](2+) form, leading to dissociation of the protein into transcriptionally inactive monomers. The [4Fe-4S](2+) to [2Fe-2S](2+) cluster conversion proceeds in two steps. Step 1 involves the one-electron oxidation of the cluster, resulting in the release of Fe2+, generating a [3Fe-4S](1+) cluster intermediate, and a superoxide ion. In step 2, the cluster intermediate spontaneously rearranges to form the [2Fe-2S)(2+) cluster, with the release of a Fe3+ ion and two sulfide ions. Here, we demonstrate that, in both native and reconstituted [4Fe-4S] FNR, the reaction environment and, in particular, the presence of Fe2+ and/or Fe3+ chelators can influence significantly the cluster conversion reaction. We demonstrate that while the rate of step 1 is largely insensitive to chelators, that of step 2 is significantly enhanced by both Fe2+ and Fe3+ chelators. We show that, for reactions in Fe3+-coordinating phosphate buffer, step 2 is enhanced to the extent that step 1 becomes the rate determining step and the [3Fe-4S](1+) intermediate is no longer detectable. Furthermore, Fe3+ released during this step is susceptible to reduction in the presence of Fe2+ chelators. This work, which may have significance for the in vivo FNR cluster conversion reaction in the cell cytoplasm, provides an explanation for apparently contradictory results reported from different laboratories.

  DOI：

  10.1021/ja077455+

文献信息

• Mechanism of water exchange on five-coordinate copper(ii) complexes
  作者：Anton Neubrand、Florian Thaler、Manuela Körner、Achim Zahl、Colin D. Hubbard、Rudi van Eldik

  DOI：10.1039/b107458j

  日期：——

  corresponding process for [Cu(tren)(H2O)]2+ (tren = 2,2′,2″-triaminotriethylamine). The activation parameters ΔH#, ΔS# and ΔV# for the reaction are 43.0 ± 1.5 kJ mol−1, +32 ± 6 J K−1 mol−1 and −3.0 ± 0.1 cm3 mol−1, respectively. For [Cu(fz)2(H2O)]2−, kex is (3.5 ± 2.6) × 105 s−1 at 298 K and ambient pressure, which is about an order of magnitude less than for [Cu(tren)(H2O)]2+. The ΔH#, ΔS# and ΔV# values

  温度和压力对五配位化合物[Cu（tmpa）（H 2 O）] 2+和[Cu（fz）2（H 2 O）] 2-的水交换反应的影响（tmpa =三（2-吡啶基甲基）胺; fz =铁锌 通过应用研究= 5,6-双（4-磺酰基苯基）-3-（2-吡啶基）-1,2,4-三嗪） 17 O NMR光谱。前一种化合物显示溶剂交换速率常数ķ前的（8.6±0.4）×10个6小号-1在298K和环境压力下，三种，对于用于相应处理的因子内[铜（TREN）（H 2 O）] 2+（ tren ＝ 2，2′，2″-三氨基三乙胺）。这激活该反应的参数ΔH ＃，ΔS ＃和ΔV ＃分别为43.0±1.5kJ mol -1，+ 32±6JK -1 mol -1和-3.0±0.1cm 3 mol -1。对于[Cu（fz）2（H 2 O）] 2-，在298 K和环境压力下，k ex为（3.5±2.6）×10 5 s -1，比[Cu（f （